Detailed information for compound 427112

Basic information

Technical information
  • TDR Targets ID: 427112
  • Name: 6-(2,6-dichlorophenyl)sulfanyl-5-ethyl-7H-pyr rolo[2,3-d]pyrimidine-2,4-diamine
  • MW: 354.258 | Formula: C14H13Cl2N5S
  • H donors: 3 H acceptors: 2 LogP: 4.42 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCc1c(Sc2c(Cl)cccc2Cl)[nH]c2c1c(N)nc(n2)N
  • InChi: 1S/C14H13Cl2N5S/c1-2-6-9-11(17)19-14(18)21-12(9)20-13(6)22-10-7(15)4-3-5-8(10)16/h3-5H,2H2,1H3,(H5,17,18,19,20,21)
  • InChiKey: SRGKTOIHQXANLF-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 6-[(2,6-dichlorophenyl)thio]-5-ethyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
  • [2-amino-6-[(2,6-dichlorophenyl)thio]-5-ethyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl]amine
  • 6-(2,6-dichlorophenyl)sulfanyl-5-ethyl-7H-pyrrolo[4,5-e]pyrimidine-2,4-diamine
  • 6-[(2,6-dichlorophenyl)thio]-5-ethyl-7H-pyrrolo[4,5-e]pyrimidine-2,4-diamine
  • [2-amino-6-[(2,6-dichlorophenyl)thio]-5-ethyl-7H-pyrrolo[4,5-e]pyrimidin-4-yl]amine

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0536 1 0.5
Brugia malayi Dihydrofolate reductase 0.034 0.073 1
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.034 0.073 1
Echinococcus multilocularis dihydrofolate reductase 0.034 0.073 1
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.034 0.073 1
Chlamydia trachomatis dihydrofolate reductase 0.034 0.073 0.5
Loa Loa (eye worm) dihydrofolate reductase 0.034 0.073 1
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.034 0.073 1
Onchocerca volvulus 0.0324 0 0.5
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0536 1 0.5
Echinococcus granulosus dihydrofolate reductase 0.034 0.073 1
Brugia malayi dihydrofolate reductase family protein 0.034 0.073 1
Schistosoma mansoni dihydrofolate reductase 0.034 0.073 1
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0536 1 0.5
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0536 1 0.5
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0536 1 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) 0 Inhibition of Escherichia coli DHFR ChEMBL. 17552508
IC50 (binding) = 1.1 Selectivity ratio of IC50 for rat liver DHFR to IC50 for Toxoplasma gondii DHFR ChEMBL. 17552508
IC50 (binding) = 3.8 mM Inhibition of Toxoplasma gondii DHFR ChEMBL. 17552508
IC50 (binding) = 3.8 mM Inhibition of Toxoplasma gondii DHFR ChEMBL. 17552508
IC50 (binding) = 4 mM Inhibition of rat liver DHFR ChEMBL. 17552508
IC50 (binding) = 4 mM Inhibition of rat liver DHFR ChEMBL. 17552508
IC50 (binding) = 12 mM Inhibition of Mycobacterium avium DHFR ChEMBL. 17552508
IC50 (binding) = 12 mM Inhibition of Mycobacterium avium DHFR ChEMBL. 17552508
IC50 (binding) = 20.6 mM Inhibition of Pneumocystis carinii DHFR ChEMBL. 17552508
IC50 (binding) = 20.6 mM Inhibition of Pneumocystis carinii DHFR ChEMBL. 17552508
IC50 (binding) > 28 uM Inhibition of human DHFR ChEMBL. 17552508
IC50 (binding) > 28 uM Inhibition of human DHFR ChEMBL. 17552508
Inhibition (binding) = 30 % Inhibition of human DHFR relative to control ChEMBL. 17552508
Inhibition (binding) = 30 % Inhibition of human DHFR relative to control ChEMBL. 17552508
Ratio IC50 (binding) 0 Selectivity ratio of IC50 for human DHFR to IC50 for Escherichia coli DHFR ChEMBL. 17552508
Ratio IC50 (binding) = 0.2 Selectivity ratio of IC50 for rat liver DHFR to IC50 for Pneumocystis carinii DHFR ChEMBL. 17552508
Ratio IC50 (binding) = 0.33 Selectivity ratio of IC50 for rat liver DHFR to IC50 for Mycobacterium avium DHFR ChEMBL. 17552508

Phenotypes

Whole-cell/tissue/organism interactions

We have no records of whole-cell/tissue assays done with this compound What does this mean?

Many chemical entities in TDR Targets come from high-throughput screenings with whole cells or tissue samples, and not all assayed compounds have been tested against a single a single target protein, probably because they get ruled out during screening process. Even if these compounds may have not been of interest in the original screening, they may come as interesting leads for other screening assays. Furthermore, we may be able to propose drug-target associations using chemical similarities and network patterns.

Annotated phenotypes:

We have no manually annotated phenotypes for this drug. What does this mean? / Care to help?
In TDR Targets, information about phenotypes that are caused by drugs, or by genetic manipulation of cells (e.g. gene knockouts or knockdowns) is manually curated from the literature. These descriptions help to describe the potential of the target for drug development. If no information is available for this gene or if the information is incomplete, this may mean that i) the papers containing this information either appeared after the curation effort for this organism was carried out or they were inadvertently missed by curators; or that ii) the curation effort for this organism has not yet started.
 
In any case, if you have information about papers containing relevant validation data for this target, please log in using your TDR Targets username and password and send them to us using the corresponding form in this page (only visible to registered users) or contact us.

External resources for this compound

Bibliographic References

1 literature reference was collected for this gene.

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